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新型氨基酸衍生物手性固定相的制备及应用

韩小茜 蔺云云 李臻 刘文华 石宁宁 王农

应用化学2018,Vol.35Issue(1):68-74,7.
应用化学2018,Vol.35Issue(1):68-74,7.DOI:10.11944/j.issn.1000-0518.2018.01.170030

新型氨基酸衍生物手性固定相的制备及应用

Preparation and Application of Novel Bonded L-Valine and L-Alanine Derived Chiral Stationary Phases

韩小茜 1蔺云云 1李臻 1刘文华 1石宁宁 1王农1

作者信息

  • 1. 兰州交通大学化学与生物工程学院 兰州730070
  • 折叠

摘要

Abstract

Ten novel amino acid derived chiral stationary phases (CSPs), including eight amino acid modified triazine derived CSPs ( CSP-1 ~CSP-8 ) and two N-p-methylbenzoyl L-amino acid CSPs ( CSP-9 ~CSP-10 ) , were prepared from L-valine and L-alanine .The chiral recognition ability of these CSPs was evaluated for regioisomers of o-, m-, p-nitrophenol and six racemates of naproxen ethyl ester , propiconazole , difenoconazole, tebuconazole, hexaconazole, 1,1′-bi-2-naphthol, under normal phase mode .The results show that CSP-1~CSP-3 and CSP-6~CSP-8 exhibit good selectivity for three regioisomers of nitrophenol .The CSPs obtained from L-alanine show better enantioselective recognition toward the racemates , which leads to a baseline separation of naproxen ethyl ester on CSP-6 .Meanwhile , the binding mode and association energy of L-alanine three-substituted triazine derivative CSP Ⅵ with R or S naproxen ethyl ester were investigated by computational simulation with Gaussian 09 software , and hydrogen bonding was found to be a significant factor on the enantioselective recognition .

关键词

氨基酸衍生物/手性固定相/手性拆分/Gaussian09

Key words

amino acid derivatives/chiral stationary phases/chiral separation/Gaussian 09

分类

化学化工

引用本文复制引用

韩小茜,蔺云云,李臻,刘文华,石宁宁,王农..新型氨基酸衍生物手性固定相的制备及应用[J].应用化学,2018,35(1):68-74,7.

基金项目

国家自然科学基金项目(21462024)资助 Supported by the National Natural Science Foundation of China(No.21462024) (21462024)

应用化学

OA北大核心CSCDCSTPCD

1000-0518

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